City Cruises Chicago: Premier Lunch or Dinner Cruise

| | | | | | | |

Taking a boat cruise around Chicago’s skyline while enjoying a gourmet meal is a classic way to see the city from a fresh perspective. This review explores the City Cruises Chicago: Premier Lunch or Dinner Cruise, a popular experience that combines sightseeing with fine dining and lively entertainment. Whether you’re celebrating a special occasion or simply want to enjoy the Windy City from the water, this cruise promises an elegant yet fun-filled afternoon or evening.

What we love about this experience is the stunning 360-degree views of Chicago’s iconic skyline—a landscape that transforms beautifully from the water. Plus, the delicious, carefully curated menu offers more than just a meal; it’s a chance to indulge while soaking in some of the best sights Chicago has to offer. That said, one thing to keep in mind is the cost, which is quite reasonable considering the quality of food, views, and entertainment packed into 2 to 3 hours.

This cruise is well-suited for couples seeking a romantic outing, groups celebrating special moments, or anyone who appreciates a good meal paired with scenic vistas. If you’re after a leisurely, upscale way to experience Chicago’s waterfront, this experience fits the bill. However, travelers who prioritize a very informal or ultra-budget outing might find this slightly more upscale than their norm.

Key Points

City Cruises Chicago: Premier Lunch or Dinner Cruise - Key Points

  • Spectacular Views: Enjoy 360-degree vistas of Chicago’s skyline, including famed landmarks like Navy Pier, Grant Park, and the Willis Tower.
  • Gourmet Dining: Savor a 3-course plated meal prepared onboard, with options for lunch or dinner.
  • Entertainment: Dance to a live DJ, creating a lively, party-like atmosphere.
  • Comfortable Setting: The yacht offers both indoor and outdoor decks, ideal for different weather conditions or moods.
  • Value for Money: At $94 per person, the experience packs in sightseeing, dining, and entertainment, offering solid value.
  • Flexible and Accessible: The cruise departs from Navy Pier with options for flexible booking and wheelchair accessibility.
You can check availability for your dates here:

👉 Check out our guide to the 4 Best Shopping Tours In Chicago

A Deep Dive into the Experience

City Cruises Chicago: Premier Lunch or Dinner Cruise - A Deep Dive into the Experience

Ready to set sail again? More boat adventures we've reviewed in Chicago

The Itinerary and What You Can Expect

Boarding begins at Navy Pier, one of Chicago’s most vibrant spots, located near the main entrance and marked clearly by the Odyssey Lake Michigan. After check-in and a chance for a quick photo, you’re welcomed aboard this elegant yacht, which promises a refined, relaxed atmosphere. The check-in process is smooth, but a review notes some confusion about the departure point—initially slated for a lake location but later moved to the river, which caused some last-minute scrambling for a few guests. It’s wise to confirm the final departure details before your day.

Once aboard, you’ll find your table, and the onboard staff will serve your 3-course meal. The menu is quite appealing and includes options like Caesar Salad, Lobster Bisque, Jumbo Shrimp Cocktail, and a Seafood Tower for the dinner cruise. Main courses feature a range from Salmon, Chicken, and Braised Short Ribs to premium choices like Filet Mignon and Lobster Tails—great news for those who love a hearty, quality meal. The dessert menu is equally tempting, with options like Eli’s New York Cheesecake, Sorbet, or Triple Chocolate Mud Pie.

The Food and Dining Experience

Guests consistently praise the quality of the food, with many noting that the dishes are thoughtfully prepared and delicious. Some reviews mention that the food could have been warmer, but overall, the taste was appreciated. The elegant presentation and attentive service add to the dining experience, making it feel special—perfect for celebrating an anniversary or birthday.

Views and Atmosphere

The real star of this cruise is, of course, the breathtaking view. As the yacht glides along Lake Michigan, you’ll see the Chicago skyline in all its glory. The observation deck offers a 360-degree panoramic view that’s perfect for taking photos or just soaking it all in. After the meal, many guests enjoy dancing to the live DJ or simply relaxing on the outdoor decks with a cocktail in hand.

Several reviews highlight the romantic and festive ambiance, especially during sunset or in the evening when the city lights come alive. One guest shared that the sunset views made the experience particularly memorable, and others appreciated the opportunity to dance and enjoy the lively atmosphere onboard.

More Great Tours Nearby

Entertainment and Extra Touches

The onboard DJ creates a festive vibe, with music that appeals to a broad crowd. The dance floor is open, and some guests found it a fun way to unwind after the meal. Unlimited coffee, hot tea, and iced tea are included, and drinks like cocktails are available for purchase—adding to the relaxed yet upscale feel.

Guests also have the option to purchase souvenir photos and alcohol, which are common extras on such cruises. The lively atmosphere and music make this more than just a sightseeing trip; it’s a social event.

Want to dig deeper into Chicago? We've also reviewed these city tours

Practicalities and Tips

The cruise lasts about 2 to 3 hours, typically in the late afternoon or evening, offering flexibility for your schedule. Attire is smart casual, with suggestions leaning toward jackets or cocktail wear for dinner cruises. Avoid jeans, shorts, or flip-flops to match the elegant setting.

Check-in begins 30 minutes before departure—a good idea to arrive early, especially if you want to avoid last-minute stress. Wheelchair accessibility is available, making the cruise accessible to a broader audience.

Price-wise, at $94 per person, it’s a decent value considering the combination of scenery, cuisine, and entertainment. Some reviews note that the food portion could be warmer, and the bathroom had an odor in one instance, but these are minor compared to the overall quality of the experience.

Authentic Guest Perspectives

City Cruises Chicago: Premier Lunch or Dinner Cruise - Authentic Guest Perspectives

Real guests provide insight beyond the brochure. One person loved how the entire experience was “wonderful from the beginning to end,” praising the staff and the overall ambiance. Another reviewer, despite a minor inconvenience about changing departure points, still rated the experience as perfect once aboard.

Several guests highlight the quality of the food and the friendly, attentive staff. The lively music and dancing are also a hit, with comments like “the DJ kept the atmosphere very party-like.” Celebrating a birthday or special occasion is made extra memorable, with some guests mentioning that they plan to repeat the cruise.

However, not all reviews are perfect. Some mention issues like a bathroom odor or a security guard being overly strict, which reminds us that no experience is flawless. Still, these are overshadowed by the overall satisfaction and the gorgeous views.

The Bottom Line

City Cruises Chicago: Premier Lunch or Dinner Cruise - The Bottom Line

This cruise strikes a fine balance between spectacular scenery, excellent cuisine, and lively entertainment. It’s a versatile experience suited for couples, groups, or families looking for a stylish way to see Chicago from the water. The thoughtful menu, panoramic views, and upbeat vibe make it a memorable outing, especially in good weather.

The price reflects the quality—an elegant 2-3 hour escape that leaves you with great photos, new memories, and perhaps a little dance or two. It’s a lovely way to unwind after a day of sightseeing or to add a special touch to your Chicago visit.

If you’re after a relaxed yet upscale experience with stunning views and good food, this cruise deserves a spot on your itinerary. Just be sure to confirm the departure details beforehand and dress appropriately for the occasion.

✨ Book This Experience

City Cruises Chicago: Premier Lunch or Dinner Cruise



4.3

(334 reviews)

“It was fun but the one thing I would say was we received our lunch food late, we realized everyone else had already got their main meal and was sta…”

— Philippe, Oct 2025

Frequently Asked Questions

City Cruises Chicago: Premier Lunch or Dinner Cruise - Frequently Asked Questions

Is this cruise suitable for children or infants?
Yes, infants are free, but you should select a free infant ticket when booking. Keep in mind the overall atmosphere is upscale and lively, so consider your children’s comfort with the setting.

What is included in the price?
Your fare covers the 2-3 hour cruise on The Odyssey, a 3-course plated meal, onboard DJ and dance floor, unlimited coffee, hot tea, iced tea, service fee, and the option to buy alcoholic drinks and souvenirs.

Can I go outside on the decks?
Yes, the yacht has outdoor observation decks where you can enjoy the views and fresh air, perfect for photos or just relaxing after dinner.

What’s the dress code?
Smart casual is recommended, with jackets or cocktail attire suggested for the dinner cruise. Avoid jeans, sandals, flip-flops, and athletic wear.

Where does the cruise depart from?
The cruise departs from Navy Pier, at the south-side dock. Check in at the Odyssey Lake Michigan ticket booth near the Shakespeare Theatre sign.

What happens if there’s bad weather?
While not explicitly stated, outdoor decks are weather-dependent. However, the interior areas are non-smoking and enclosed, so you can still enjoy the experience indoors if needed.

How flexible are the booking options?
You can cancel up to 24 hours in advance for a full refund, and you can reserve now with a pay-later option, offering flexibility in planning your trip.

To sum it up, the City Cruises Chicago: Premier Lunch or Dinner Cruise offers a delightful blend of scenic beauty, fine cuisine, and lively entertainment. It’s an ideal choice for those wanting an elegant, memorable way to experience Chicago’s stunning lakeside skyline, whether celebrating a special day or simply indulging in a sophisticated outing. For anyone who appreciates good food, great views, and a festive atmosphere, this cruise provides excellent value and plenty of memorable moments.

You can check availability for your dates here:
More Great Tours Nearby

Not for you? Here's more things to do in Chicago we have recnetly reviewed